CA2309321A1 - Use of alkylated iminosugars to treat multidrug resistance - Google Patents
Use of alkylated iminosugars to treat multidrug resistance Download PDFInfo
- Publication number
- CA2309321A1 CA2309321A1 CA002309321A CA2309321A CA2309321A1 CA 2309321 A1 CA2309321 A1 CA 2309321A1 CA 002309321 A CA002309321 A CA 002309321A CA 2309321 A CA2309321 A CA 2309321A CA 2309321 A1 CA2309321 A1 CA 2309321A1
- Authority
- CA
- Canada
- Prior art keywords
- dideoxy
- imino
- galactitol
- glucitol
- tetrabutyrate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 230000036457 multidrug resistance Effects 0.000 title claims abstract description 16
- FBPFZTCFMRRESA-GUCUJZIJSA-N galactitol Chemical class OC[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-GUCUJZIJSA-N 0.000 claims abstract description 192
- 239000002246 antineoplastic agent Substances 0.000 claims abstract description 79
- 150000001875 compounds Chemical class 0.000 claims abstract description 65
- 229940127089 cytotoxic agent Drugs 0.000 claims abstract description 53
- 206010028980 Neoplasm Diseases 0.000 claims abstract description 35
- 201000011510 cancer Diseases 0.000 claims abstract description 25
- -1 N-substituted-1,5-dideoxy-1,5-imino-D-glucitol Chemical class 0.000 claims description 97
- 238000000034 method Methods 0.000 claims description 57
- 125000000217 alkyl group Chemical group 0.000 claims description 26
- 239000008194 pharmaceutical composition Substances 0.000 claims description 22
- 229960002920 sorbitol Drugs 0.000 claims description 18
- 150000003839 salts Chemical class 0.000 claims description 17
- 238000011282 treatment Methods 0.000 claims description 17
- 230000000973 chemotherapeutic effect Effects 0.000 claims description 16
- 238000013270 controlled release Methods 0.000 claims description 15
- 230000000259 anti-tumor effect Effects 0.000 claims description 12
- 230000000694 effects Effects 0.000 claims description 12
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims description 10
- 210000002966 serum Anatomy 0.000 claims description 9
- RJURFGZVJUQBHK-UHFFFAOYSA-N actinomycin D Natural products CC1OC(=O)C(C(C)C)N(C)C(=O)CN(C)C(=O)C2CCCN2C(=O)C(C(C)C)NC(=O)C1NC(=O)C1=C(N)C(=O)C(C)=C2OC(C(C)=CC=C3C(=O)NC4C(=O)NC(C(N5CCCC5C(=O)N(C)CC(=O)N(C)C(C(C)C)C(=O)OC4C)=O)C(C)C)=C3N=C21 RJURFGZVJUQBHK-UHFFFAOYSA-N 0.000 claims description 8
- FGHFGCSGYAOXKM-ZLMOABSSSA-N (2r,3r,4r,5s)-1-(2-ethylhexyl)-2-(hydroxymethyl)piperidine-3,4,5-triol Chemical compound CCCCC(CC)CN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO FGHFGCSGYAOXKM-ZLMOABSSSA-N 0.000 claims description 6
- ZDMJHTAVXLUWDX-XJFOESAGSA-N (2r,3r,4r,5s)-1-(4-ethylhexyl)-2-(hydroxymethyl)piperidine-3,4,5-triol Chemical compound CCC(CC)CCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO ZDMJHTAVXLUWDX-XJFOESAGSA-N 0.000 claims description 6
- FXLFZDXCVQVPQQ-YVECIDJPSA-N (2r,3r,4r,5s)-2-(hydroxymethyl)-1-(5-methylhexyl)piperidine-3,4,5-triol Chemical compound CC(C)CCCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO FXLFZDXCVQVPQQ-YVECIDJPSA-N 0.000 claims description 6
- AOJJSUZBOXZQNB-TZSSRYMLSA-N Doxorubicin Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(=O)CO)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 AOJJSUZBOXZQNB-TZSSRYMLSA-N 0.000 claims description 6
- 239000003937 drug carrier Substances 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- UQRORFVVSGFNRO-UTINFBMNSA-N miglustat Chemical compound CCCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO UQRORFVVSGFNRO-UTINFBMNSA-N 0.000 claims description 6
- OLPXYCZRTKCCAE-XJFOESAGSA-N (2r,3r,4r,5s)-1-(2-cyclohexylethyl)-2-(hydroxymethyl)piperidine-3,4,5-triol Chemical compound OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)CN1CCC1CCCCC1 OLPXYCZRTKCCAE-XJFOESAGSA-N 0.000 claims description 5
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- ABSVMSSTYIUPSC-YVECIDJPSA-N (2r,3r,4r,5s)-1-(cyclohexylmethyl)-2-(hydroxymethyl)piperidine-3,4,5-triol Chemical compound OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)CN1CC1CCCCC1 ABSVMSSTYIUPSC-YVECIDJPSA-N 0.000 claims description 5
- RGPAAJYPONXYEX-XMTFNYHQSA-N (2r,3r,4r,5s)-2-(hydroxymethyl)-1-(10-methylundecyl)piperidine-3,4,5-triol Chemical compound CC(C)CCCCCCCCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO RGPAAJYPONXYEX-XMTFNYHQSA-N 0.000 claims description 5
- KPYWEQMWPOEAKU-LXTVHRRPSA-N (2r,3r,4r,5s)-2-(hydroxymethyl)-1-(3-propylhexyl)piperidine-3,4,5-triol Chemical compound CCCC(CCC)CCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO KPYWEQMWPOEAKU-LXTVHRRPSA-N 0.000 claims description 5
- POSGIPKNBOVVGB-XMTFNYHQSA-N (2r,3r,4r,5s)-2-(hydroxymethyl)-1-(6-phenylhexyl)piperidine-3,4,5-triol Chemical compound OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)CN1CCCCCCC1=CC=CC=C1 POSGIPKNBOVVGB-XMTFNYHQSA-N 0.000 claims description 5
- ADXDQKAZSUDZBL-YYIAUSFCSA-N (2r,3r,4r,5s)-2-(hydroxymethyl)-1-(9-methyldecyl)piperidine-3,4,5-triol Chemical compound CC(C)CCCCCCCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO ADXDQKAZSUDZBL-YYIAUSFCSA-N 0.000 claims description 5
- HKOKFWKDTXFLHY-ZLMOABSSSA-N (2r,3r,4r,5s)-2-(hydroxymethyl)-1-octan-4-ylpiperidine-3,4,5-triol Chemical compound CCCCC(CCC)N1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO HKOKFWKDTXFLHY-ZLMOABSSSA-N 0.000 claims description 5
- 239000012623 DNA damaging agent Substances 0.000 claims description 5
- 125000002252 acyl group Chemical group 0.000 claims description 5
- 229930013930 alkaloid Natural products 0.000 claims description 5
- 229940045799 anthracyclines and related substance Drugs 0.000 claims description 5
- 125000003435 aroyl group Chemical group 0.000 claims description 5
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 5
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 5
- BTIIGIMBIARTEA-YVECIDJPSA-N (2r,3r,4r,5s)-1-benzyl-2-(hydroxymethyl)piperidine-3,4,5-triol Chemical compound OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)CN1CC1=CC=CC=C1 BTIIGIMBIARTEA-YVECIDJPSA-N 0.000 claims description 4
- MUJKKNQFSSWNPA-LXTVHRRPSA-N (2r,3r,4r,5s)-2-(hydroxymethyl)-1-(3-phenylpropyl)piperidine-3,4,5-triol Chemical compound OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)CN1CCCC1=CC=CC=C1 MUJKKNQFSSWNPA-LXTVHRRPSA-N 0.000 claims description 4
- QOOMCMUOTSHHOT-QKPAOTATSA-N (2r,3r,4r,5s)-2-(hydroxymethyl)-1-(8-methylnonyl)piperidine-3,4,5-triol Chemical compound CC(C)CCCCCCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO QOOMCMUOTSHHOT-QKPAOTATSA-N 0.000 claims description 4
- 229940124087 DNA topoisomerase II inhibitor Drugs 0.000 claims description 4
- 108010092160 Dactinomycin Proteins 0.000 claims description 4
- 239000000317 Topoisomerase II Inhibitor Substances 0.000 claims description 4
- 229940122803 Vinca alkaloid Drugs 0.000 claims description 4
- RJURFGZVJUQBHK-IIXSONLDSA-N actinomycin D Chemical group C[C@H]1OC(=O)[C@H](C(C)C)N(C)C(=O)CN(C)C(=O)[C@@H]2CCCN2C(=O)[C@@H](C(C)C)NC(=O)[C@H]1NC(=O)C1=C(N)C(=O)C(C)=C2OC(C(C)=CC=C3C(=O)N[C@@H]4C(=O)N[C@@H](C(N5CCC[C@H]5C(=O)N(C)CC(=O)N(C)[C@@H](C(C)C)C(=O)O[C@@H]4C)=O)C(C)C)=C3N=C21 RJURFGZVJUQBHK-IIXSONLDSA-N 0.000 claims description 4
- 150000003797 alkaloid derivatives Chemical class 0.000 claims description 4
- 229960000640 dactinomycin Drugs 0.000 claims description 4
- 230000002441 reversible effect Effects 0.000 claims description 4
- KRNOSIJCJVCXKU-WRWGMCAJSA-N (2r,3r,4r,5s)-1-hexyl-2-(hydroxymethyl)piperidine-3,4,5-triol Chemical compound CCCCCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO KRNOSIJCJVCXKU-WRWGMCAJSA-N 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- XDXDZDZNSLXDNA-TZNDIEGXSA-N Idarubicin Chemical compound C1[C@H](N)[C@H](O)[C@H](C)O[C@H]1O[C@@H]1C2=C(O)C(C(=O)C3=CC=CC=C3C3=O)=C3C(O)=C2C[C@@](O)(C(C)=O)C1 XDXDZDZNSLXDNA-TZNDIEGXSA-N 0.000 claims description 3
- 125000001589 carboacyl group Chemical group 0.000 claims description 3
- 229960004679 doxorubicin Drugs 0.000 claims description 3
- 150000002431 hydrogen Chemical class 0.000 claims description 3
- 238000001802 infusion Methods 0.000 claims description 3
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 claims description 3
- XDXDZDZNSLXDNA-UHFFFAOYSA-N Idarubicin Natural products C1C(N)C(O)C(C)OC1OC1C2=C(O)C(C(=O)C3=CC=CC=C3C3=O)=C3C(O)=C2CC(O)(C(C)=O)C1 XDXDZDZNSLXDNA-UHFFFAOYSA-N 0.000 claims description 2
- JXLYSJRDGCGARV-WWYNWVTFSA-N Vinblastine Natural products O=C(O[C@H]1[C@](O)(C(=O)OC)[C@@H]2N(C)c3c(cc(c(OC)c3)[C@]3(C(=O)OC)c4[nH]c5c(c4CCN4C[C@](O)(CC)C[C@H](C3)C4)cccc5)[C@@]32[C@H]2[C@@]1(CC)C=CCN2CC3)C JXLYSJRDGCGARV-WWYNWVTFSA-N 0.000 claims description 2
- 229940044684 anti-microtubule agent Drugs 0.000 claims description 2
- VJJPUSNTGOMMGY-MRVIYFEKSA-N etoposide Chemical compound COC1=C(O)C(OC)=CC([C@@H]2C3=CC=4OCOC=4C=C3[C@@H](O[C@H]3[C@@H]([C@@H](O)[C@@H]4O[C@H](C)OC[C@H]4O3)O)[C@@H]3[C@@H]2C(OC3)=O)=C1 VJJPUSNTGOMMGY-MRVIYFEKSA-N 0.000 claims description 2
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- 238000007911 parenteral administration Methods 0.000 claims description 2
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- JXLYSJRDGCGARV-XQKSVPLYSA-N vincaleukoblastine Chemical compound C([C@@H](C[C@]1(C(=O)OC)C=2C(=CC3=C([C@]45[C@H]([C@@]([C@H](OC(C)=O)[C@]6(CC)C=CCN([C@H]56)CC4)(O)C(=O)OC)N3C)C=2)OC)C[C@@](C2)(O)CC)N2CCC2=C1NC1=CC=CC=C21 JXLYSJRDGCGARV-XQKSVPLYSA-N 0.000 claims description 2
- DXCCOXQKDKQOMJ-LMTUPJBHSA-N (2R,3R,4R,5S)-1-(7-butyldodecan-6-yl)-2-(hydroxymethyl)piperidine-3,4,5-triol Chemical compound C(CCCC)C(CCCC)C(CCCCC)N1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO DXCCOXQKDKQOMJ-LMTUPJBHSA-N 0.000 claims 4
- YJGVMLPVUAXIQN-LGWHJFRWSA-N (5s,5ar,8ar,9r)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5h-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one Chemical compound COC1=C(OC)C(OC)=CC([C@@H]2C3=CC=4OCOC=4C=C3[C@@H](O)[C@@H]3[C@@H]2C(OC3)=O)=C1 YJGVMLPVUAXIQN-LGWHJFRWSA-N 0.000 claims 2
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- NDMPLJNOPCLANR-UHFFFAOYSA-N 3,4-dihydroxy-15-(4-hydroxy-18-methoxycarbonyl-5,18-seco-ibogamin-18-yl)-16-methoxy-1-methyl-6,7-didehydro-aspidospermidine-3-carboxylic acid methyl ester Natural products C1C(CC)(O)CC(CC2(C(=O)OC)C=3C(=CC4=C(C56C(C(C(O)C7(CC)C=CCN(C67)CC5)(O)C(=O)OC)N4C)C=3)OC)CN1CCC1=C2NC2=CC=CC=C12 NDMPLJNOPCLANR-UHFFFAOYSA-N 0.000 claims 1
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- 229960003723 tiazofurine Drugs 0.000 description 1
- FVRDYQYEVDDKCR-DBRKOABJSA-N tiazofurine Chemical compound NC(=O)C1=CSC([C@H]2[C@@H]([C@H](O)[C@@H](CO)O2)O)=N1 FVRDYQYEVDDKCR-DBRKOABJSA-N 0.000 description 1
- 229960003087 tioguanine Drugs 0.000 description 1
- MNRILEROXIRVNJ-UHFFFAOYSA-N tioguanine Chemical compound N1C(N)=NC(=S)C2=NC=N[C]21 MNRILEROXIRVNJ-UHFFFAOYSA-N 0.000 description 1
- 229950002376 tirapazamine Drugs 0.000 description 1
- QVMPZNRFXAKISM-UHFFFAOYSA-N tirapazamine Chemical compound C1=CC=C2[N+]([O-])=NC(=N)N(O)C2=C1 QVMPZNRFXAKISM-UHFFFAOYSA-N 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 229940044693 topoisomerase inhibitor Drugs 0.000 description 1
- 229960000303 topotecan Drugs 0.000 description 1
- 229960002190 topotecan hydrochloride Drugs 0.000 description 1
- 229960005026 toremifene Drugs 0.000 description 1
- XFCLJVABOIYOMF-QPLCGJKRSA-N toremifene Chemical compound C1=CC(OCCN(C)C)=CC=C1C(\C=1C=CC=CC=1)=C(\CCCl)C1=CC=CC=C1 XFCLJVABOIYOMF-QPLCGJKRSA-N 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000027 toxicology Toxicity 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- 229960001727 tretinoin Drugs 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 230000004565 tumor cell growth Effects 0.000 description 1
- 238000002604 ultrasonography Methods 0.000 description 1
- 229940035893 uracil Drugs 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
- AQTQHPDCURKLKT-JKDPCDLQSA-N vincristine sulfate Chemical compound OS(O)(=O)=O.C([C@@H](C[C@]1(C(=O)OC)C=2C(=CC3=C([C@]45[C@H]([C@@]([C@H](OC(C)=O)[C@]6(CC)C=CCN([C@H]56)CC4)(O)C(=O)OC)N3C=O)C=2)OC)C[C@@](C2)(O)CC)N2CCC2=C1NC1=CC=CC=C21 AQTQHPDCURKLKT-JKDPCDLQSA-N 0.000 description 1
- 229960002110 vincristine sulfate Drugs 0.000 description 1
- 229960002066 vinorelbine Drugs 0.000 description 1
- GBABOYUKABKIAF-GHYRFKGUSA-N vinorelbine Chemical compound C1N(CC=2C3=CC=CC=C3NC=22)CC(CC)=C[C@H]1C[C@]2(C(=O)OC)C1=CC([C@]23[C@H]([C@]([C@H](OC(C)=O)[C@]4(CC)C=CCN([C@H]34)CC2)(O)C(=O)OC)N2C)=C2C=C1OC GBABOYUKABKIAF-GHYRFKGUSA-N 0.000 description 1
- 229960002166 vinorelbine tartrate Drugs 0.000 description 1
- GBABOYUKABKIAF-IWWDSPBFSA-N vinorelbinetartrate Chemical compound C1N(CC=2C3=CC=CC=C3NC=22)CC(CC)=C[C@H]1C[C@]2(C(=O)OC)C1=CC(C23[C@H]([C@@]([C@H](OC(C)=O)[C@]4(CC)C=CCN([C@H]34)CC2)(O)C(=O)OC)N2C)=C2C=C1OC GBABOYUKABKIAF-IWWDSPBFSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229960001771 vorozole Drugs 0.000 description 1
- XLMPPFTZALNBFS-INIZCTEOSA-N vorozole Chemical compound C1([C@@H](C2=CC=C3N=NN(C3=C2)C)N2N=CN=C2)=CC=C(Cl)C=C1 XLMPPFTZALNBFS-INIZCTEOSA-N 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
- HBOMLICNUCNMMY-XLPZGREQSA-N zidovudine Chemical compound O=C1NC(=O)C(C)=CN1[C@@H]1O[C@H](CO)[C@@H](N=[N+]=[N-])C1 HBOMLICNUCNMMY-XLPZGREQSA-N 0.000 description 1
- 229960002555 zidovudine Drugs 0.000 description 1
- FYQZGCBXYVWXSP-STTFAQHVSA-N zinostatin stimalamer Chemical compound O1[C@H](C)[C@H](O)[C@H](O)[C@@H](NC)[C@H]1OC1C/2=C/C#C[C@H]3O[C@@]3([C@H]3OC(=O)OC3)C#CC\2=C[C@H]1OC(=O)C1=C(C)C=CC2=C(C)C=C(OC)C=C12 FYQZGCBXYVWXSP-STTFAQHVSA-N 0.000 description 1
- 229950009233 zinostatin stimalamer Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/40—Oxygen atoms
- C07D211/44—Oxygen atoms attached in position 4
- C07D211/46—Oxygen atoms attached in position 4 having a hydrogen atom as the second substituent in position 4
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/445—Non condensed piperidines, e.g. piperocaine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/475—Quinolines; Isoquinolines having an indole ring, e.g. yohimbine, reserpine, strychnine, vinblastine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Organic Chemistry (AREA)
- Epidemiology (AREA)
- Molecular Biology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Hydrogenated Pyridines (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US6505197P | 1997-11-10 | 1997-11-10 | |
| US60/065,051 | 1997-11-10 | ||
| PCT/US1998/023239 WO1999024401A1 (en) | 1997-11-10 | 1998-11-09 | Use of alkylated iminosugars to treat multidrug resistance |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2309321A1 true CA2309321A1 (en) | 1999-05-20 |
Family
ID=22060028
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002309321A Abandoned CA2309321A1 (en) | 1997-11-10 | 1998-11-09 | Use of alkylated iminosugars to treat multidrug resistance |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US6225325B1 (enExample) |
| EP (1) | EP1030839B1 (enExample) |
| JP (1) | JP2001522833A (enExample) |
| AR (1) | AR018732A1 (enExample) |
| AT (1) | ATE258919T1 (enExample) |
| AU (1) | AU753336B2 (enExample) |
| CA (1) | CA2309321A1 (enExample) |
| DE (1) | DE69821520T2 (enExample) |
| DK (1) | DK1030839T3 (enExample) |
| ES (1) | ES2216327T3 (enExample) |
| MY (1) | MY122499A (enExample) |
| PT (1) | PT1030839E (enExample) |
| TW (1) | TW581677B (enExample) |
| WO (1) | WO1999024401A1 (enExample) |
| ZA (1) | ZA9810210B (enExample) |
Families Citing this family (40)
| Publication number | Priority date | Publication date | Assignee | Title |
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| BR9813508A (pt) | 1997-12-11 | 2000-10-03 | Univ Oxford | Inibição de replicação viral associada com membrana |
| US6274597B1 (en) | 1998-06-01 | 2001-08-14 | Mount Sinai School Of Medicine Of New York University | Method of enhancing lysosomal α-Galactosidase A |
| WO2000056334A1 (en) * | 1999-03-19 | 2000-09-28 | The Trustees Of Boston College | Use of imino sugars for anti-tumor therapy |
| GB0100889D0 (en) | 2001-01-12 | 2001-02-21 | Oxford Glycosciences Uk Ltd | Compounds |
| US7256005B2 (en) | 1999-08-10 | 2007-08-14 | The Chancellor, Masters And Scholars Of The University Of Oxford | Methods for identifying iminosugar derivatives that inhibit HCV p7 ion channel activity |
| JP2003506406A (ja) * | 1999-08-10 | 2003-02-18 | ザ・チャンセラー・マスターズ・アンド・スカラーズ・オブ・ザ・ユニバーシティ・オブ・オックスフォード | 長鎖ｎ−アルキル化合物およびそのオキサ誘導体 |
| GB0006539D0 (en) * | 2000-03-17 | 2000-05-10 | Oxford Glycosciences Uk Ltd | Therapies |
| US6693099B2 (en) | 2000-10-17 | 2004-02-17 | The Procter & Gamble Company | Substituted piperazine compounds optionally containing a quinolyl moiety for treating multidrug resistance |
| US6376514B1 (en) | 2000-10-17 | 2002-04-23 | The Procter & Gamble Co. | Substituted six-membered heterocyclic compounds useful for treating multidrug resistance and compositions and methods thereof |
| CA2465886A1 (en) * | 2001-11-07 | 2003-05-15 | Kathleen S. Crowley | Methods of promoting uptake and nuclear accumulation of polyamides in eukaryotic cells |
| ITMI20021040A1 (it) * | 2002-05-16 | 2003-11-17 | Novuspharma Spa | Composizioni farmaceutiche iniettabili di un derivato antracenedionico ad attivita' antitumorale |
| US6982253B2 (en) * | 2002-06-05 | 2006-01-03 | Supergen, Inc. | Liquid formulation of decitabine and use of the same |
| CA2492404C (en) | 2002-07-17 | 2012-02-07 | Oxford Glycosciences (Uk) Ltd | Piperidinetriol derivatives as inhibitors of glycosylceramide synthase |
| CA2492410C (en) | 2002-07-17 | 2011-09-13 | Oxford Glycosciences (Uk) Ltd | Piperidinetriol derivatives as inhibitors of glycosylceramidsynthase |
| US8034831B2 (en) * | 2002-11-06 | 2011-10-11 | Celgene Corporation | Methods for the treatment and management of myeloproliferative diseases using 4-(amino)-2-(2,6-Dioxo(3-piperidyl)-isoindoline-1,3-dione in combination with other therapies |
| US7563810B2 (en) * | 2002-11-06 | 2009-07-21 | Celgene Corporation | Methods of using 3-(4-amino-1-oxo-1,3-dihydroisoindol-2-yl)-piperidine-2,6-dione for the treatment and management of myeloproliferative diseases |
| US7785621B2 (en) * | 2003-01-31 | 2010-08-31 | Childrens Hospital Los Angeles | Oral compositions of fenretinide having increased bioavailability and methods of using the same |
| EP1597231A1 (en) * | 2003-02-20 | 2005-11-23 | Ranbaxy Laboratories, Ltd. | Derivatives of azasugars as anticancer agents |
| GB0313677D0 (en) | 2003-06-13 | 2003-07-16 | Oxford Glycosciences Uk Ltd | Novel compound |
| GB0313678D0 (en) | 2003-06-13 | 2003-07-16 | Oxford Glycosciences Uk Ltd | Novel compounds |
| GB0400812D0 (en) * | 2004-01-14 | 2004-02-18 | Celltech R&D Ltd | Novel compounds |
| GB0403165D0 (en) * | 2004-02-12 | 2004-03-17 | Ct | Novel uses for proton pump inhibitors |
| WO2005123055A2 (en) * | 2004-06-14 | 2005-12-29 | Musc Foundation For Research Development | Methods for treating inflammatory disorders |
| EP3441090A1 (en) | 2005-05-17 | 2019-02-13 | Amicus Therapeutics, Inc. | A method for the treatment of pompe disease using 1-deoxynojirimycin and derivatives |
| DOP2006000277A (es) | 2005-12-12 | 2007-08-31 | Bayer Pharmaceuticals Corp | Anticuerpos anti mn y métodos para su utilización |
| WO2007140184A2 (en) | 2006-05-24 | 2007-12-06 | United Therapeutics Corporation | Deoxynojirimycin and d-arabinitol analogs and methods of using |
| WO2008088581A2 (en) | 2006-08-02 | 2008-07-24 | United Therapeutics Corporation | Liposome treatment of viral infections |
| US8097728B2 (en) * | 2007-04-30 | 2012-01-17 | Philadelphia Health & Education Corporation | Iminosugar compounds with antiflavirus activity |
| US20090252785A1 (en) * | 2008-03-26 | 2009-10-08 | University Of Oxford | Endoplasmic reticulum targeting liposomes |
| US8703744B2 (en) | 2009-03-27 | 2014-04-22 | The Chancellor, Masters And Scholars Of The University Of Oxford | Cholesterol level lowering liposomes |
| AR076284A1 (es) | 2009-04-29 | 2011-06-01 | Bayer Schering Pharma Ag | Inmunoconjugados de antimesotelina y usos de los mismos |
| KR20230066482A (ko) | 2012-03-07 | 2023-05-15 | 아미쿠스 세라퓨틱스, 인코포레이티드 | 폼페병의 치료를 위한 고농도 알파-글루코시다제 조성물 |
| EP2968300A4 (en) | 2013-03-15 | 2016-09-28 | Unither Virology Llc | ANTIBACTERIAL COMPOUNDS |
| MY186336A (en) | 2014-09-30 | 2021-07-13 | Amicus Therapeutics Inc | Highly potent acid alpha-glucosidase with enhanced carbohydrates |
| CA3010205A1 (en) | 2015-12-30 | 2017-07-06 | Amicus Therapeutics, Inc. | Augmented acid alpha-glucosidase for the treatment of pompe disease |
| IL301319A (en) | 2016-03-30 | 2023-05-01 | Amicus Therapeutics Inc | Formulations that include recombinant acid alpha-glucosidase |
| MX2018011951A (es) | 2016-03-30 | 2019-02-13 | Amicus Therapeutics Inc | Metodo para seleccionar proteinas recombinantes ricas en m6p. |
| EP3624831B1 (en) | 2017-05-15 | 2023-03-29 | Amicus Therapeutics, Inc. | Recombinant human acid alpha-glucosidase |
| CR20220601A (es) * | 2020-05-07 | 2023-04-11 | Alectos Therapeutics Inc | Inhibidores de glucosilceramidasa no lisosomal y los usos de los mismos |
| WO2025017212A1 (en) * | 2023-07-20 | 2025-01-23 | Katholieke Universiteit Leuven | Udp-glucose ceramide glucosyltransferase synthase (ugcg) inhibitors in the treatment of cancer |
Family Cites Families (44)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US452406A (en) | 1891-05-19 | Hanger for pictures | ||
| YU33730B (en) | 1967-04-18 | 1978-02-28 | Farmaceutici Italia | Process for preparing a novel antibiotic substance and salts thereof |
| GB1555654A (en) | 1977-06-25 | 1979-11-14 | Exxon Research Engineering Co | Agricultural burner apparatus |
| US4065562A (en) | 1975-12-29 | 1977-12-27 | Nippon Shinyaku Co., Ltd. | Method and composition for reducing blood glucose levels |
| US4012448A (en) | 1976-01-15 | 1977-03-15 | Stanford Research Institute | Synthesis of adriamycin and 7,9-epiadriamycin |
| NO154918C (no) * | 1977-08-27 | 1987-01-14 | Bayer Ag | Analogifremgangsmaate til fremstilling av terapeutisk aktive derivater av 3,4,5-trihydroksypiperidin. |
| GB2020278B (en) | 1978-05-03 | 1983-02-23 | Nippon Shinyaku Co Ltd | Moranoline dervitives |
| US4327725A (en) | 1980-11-25 | 1982-05-04 | Alza Corporation | Osmotic device with hydrogel driving member |
| DE3049446A1 (de) | 1980-12-30 | 1982-07-29 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von 1,5-didesoxy-1,5-imino-d-glucitol und dessen n-derivaten |
| US4765989A (en) | 1983-05-11 | 1988-08-23 | Alza Corporation | Osmotic device for administering certain drugs |
| US4612008A (en) | 1983-05-11 | 1986-09-16 | Alza Corporation | Osmotic device with dual thermodynamic activity |
| US4783337A (en) | 1983-05-11 | 1988-11-08 | Alza Corporation | Osmotic system comprising plurality of members for dispensing drug |
| WO1987003903A1 (en) | 1985-12-23 | 1987-07-02 | Fred Hutchinson Cancer Research Center | Regulating retroviral replication, infection, and pathogenesis |
| GB2186485B (en) | 1986-02-13 | 1988-09-07 | Ethical Pharma Ltd | Slow release formulation |
| DE3611841A1 (de) | 1986-04-09 | 1987-10-15 | Bayer Ag | Verfahren zur herstellung von 1-desoxynojirimycin und dessen n-derivaten |
| US4849430A (en) * | 1988-03-09 | 1989-07-18 | Monsanto Company | Method of inhibiting virus |
| ES2108680T3 (es) * | 1987-12-21 | 1998-01-01 | Monsanto Co | Uso del derivado n-n-butilo de desoxinojirimicina en la fabricacion de un medicamento. |
| FI101344B1 (fi) | 1988-03-31 | 1998-06-15 | Tanabe Seiyaku Co | Menetelmä valmistaa valmiste, josta kontrolloidusti vapautuu farmaseuttisesti aktiivista ainetta |
| US5041441A (en) | 1988-04-04 | 1991-08-20 | The Regents Of The University Of Michigan | Method of chemotherapy using 1-phenyl-2-decanoylamino-3-morpholino-1-propanol |
| EP0350012A3 (en) | 1988-07-08 | 1990-09-05 | Meiji Seika Kaisha Ltd. | Antiviral composition |
| US5144037A (en) * | 1988-11-03 | 1992-09-01 | G. D. Searle & Co. | 1,5-dideoxy-1,5-imino-d-glucitol derivatives |
| US5003072A (en) | 1988-11-03 | 1991-03-26 | G. D. Searle & Co. | 1,5-dideoxy-1,5-imino-D-glucitol derivatives |
| US5310745A (en) | 1988-11-03 | 1994-05-10 | G. D. Searle & Co. | Antiviral compounds |
| US4957926A (en) | 1988-12-22 | 1990-09-18 | Monsanto Company | Method of treating herpesviruses |
| US5011829A (en) | 1989-06-02 | 1991-04-30 | G. D. Searle & Co. | Pharmaceutical composition and method of inhibiting virus |
| US5030638A (en) | 1990-02-26 | 1991-07-09 | G. D. Searle & Co. | Method of antiviral enhancement |
| DE4009561A1 (de) | 1990-03-24 | 1991-09-26 | Bayer Ag | Neue desoxynojirimycinderivate, verfahren zu ihrer herstellung und ihre verwendung in arzneimitteln |
| US5536732A (en) * | 1990-04-27 | 1996-07-16 | Merrell Pharmaceuticals Inc. | N-derivatives of 1-deoxy nojirimycin |
| US5151519A (en) | 1990-05-07 | 1992-09-29 | G. D. Searle & Co. | Process for the preparation of 1,5-(alkylimino)-1,5-dideoxy-d-glucitol and derivatives thereof |
| DK0477160T3 (da) | 1990-09-20 | 1996-05-20 | Monsanto Co | Fremgangsmåde til fremstilling af N-substitueret 1-deoxynojirimycin |
| US5190765A (en) | 1991-06-27 | 1993-03-02 | Alza Corporation | Therapy delayed |
| ZA931934B (en) | 1992-03-18 | 1993-03-18 | Us Bioscience | Compostitions of N-(phosphonoacetyl)-L-aspartic acid and methods of their use as broad spectrum antivirals |
| IL105090A (en) | 1992-03-18 | 1998-08-16 | Us Bioscience | Acid N) phosphonoacetyl (Aspartic L in a broad spectrum antiviral agent |
| US5331096A (en) | 1992-04-01 | 1994-07-19 | G. D. Searle & Co. | 2- and 3-sulfur derivatives of 1,5-iminosugars |
| US5258518A (en) * | 1992-04-01 | 1993-11-02 | G. D. Searle & Co. | 2-substituted tertiary carbinol derivatives of deoxynojirimycin |
| EP0655457A1 (en) | 1992-08-14 | 1995-05-31 | Nippon Shinyaku Company, Limited | Moranoline derivative |
| US5399567A (en) | 1993-05-13 | 1995-03-21 | Monsanto Company | Method of treating cholera |
| WO1995006061A1 (en) | 1993-08-20 | 1995-03-02 | G.D. Searle & Co. | Retroviral protease inhibitors and combinations thereof |
| EP0739205B1 (en) | 1994-01-13 | 1999-11-24 | G.D. Searle & Co. | Use of n-alkyl derivatives of 1,5-dideoxy-1,5-imino-d-glucitol for the treatment of hepatitis b virus infections |
| WO1995022975A1 (en) * | 1994-02-25 | 1995-08-31 | G.D. Searle & Co. | Use of 1-deoxynojirimycin and its derivatives for treating mammals infected with respiratory syncytial virus |
| US5451679A (en) | 1994-03-08 | 1995-09-19 | G. D. Searle & Co. | 2-chloro and 2-bromo derivatives of 1,5-iminosugars |
| US5763470A (en) | 1995-06-07 | 1998-06-09 | Sugen Inc. | Benzopyran compounds and methods for their use |
| WO1997000881A1 (fr) | 1995-06-22 | 1997-01-09 | Nippon Shinyaku Co., Ltd. | Derives de la moranoline |
| EP1007058B1 (en) | 1997-02-14 | 2005-05-18 | G.D. Searle LLC. | Use of (n)-substituted-1,5-dideoxy-1,5-imino-d-glucitol compounds in combination therapy for treating hepatitis virus infections |
-
1998
- 1998-11-09 MY MYPI98005087A patent/MY122499A/en unknown
- 1998-11-09 DK DK98956449T patent/DK1030839T3/da active
- 1998-11-09 ZA ZA9810210A patent/ZA9810210B/xx unknown
- 1998-11-09 CA CA002309321A patent/CA2309321A1/en not_active Abandoned
- 1998-11-09 PT PT98956449T patent/PT1030839E/pt unknown
- 1998-11-09 EP EP98956449A patent/EP1030839B1/en not_active Expired - Lifetime
- 1998-11-09 DE DE69821520T patent/DE69821520T2/de not_active Expired - Fee Related
- 1998-11-09 AU AU12973/99A patent/AU753336B2/en not_active Ceased
- 1998-11-09 WO PCT/US1998/023239 patent/WO1999024401A1/en not_active Ceased
- 1998-11-09 JP JP2000520415A patent/JP2001522833A/ja not_active Withdrawn
- 1998-11-09 AT AT98956449T patent/ATE258919T1/de not_active IP Right Cessation
- 1998-11-09 ES ES98956449T patent/ES2216327T3/es not_active Expired - Lifetime
- 1998-11-10 US US09/189,177 patent/US6225325B1/en not_active Expired - Fee Related
- 1998-11-10 AR ARP980105672A patent/AR018732A1/es unknown
- 1998-12-11 TW TW087118629A patent/TW581677B/zh not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| ES2216327T3 (es) | 2004-10-16 |
| WO1999024401A1 (en) | 1999-05-20 |
| MY122499A (en) | 2006-04-29 |
| AU753336B2 (en) | 2002-10-17 |
| ZA9810210B (en) | 1999-07-14 |
| AU1297399A (en) | 1999-05-31 |
| DE69821520D1 (de) | 2004-03-11 |
| PT1030839E (pt) | 2004-05-31 |
| DE69821520T2 (de) | 2004-12-16 |
| US6225325B1 (en) | 2001-05-01 |
| AR018732A1 (es) | 2001-12-12 |
| TW581677B (en) | 2004-04-01 |
| DK1030839T3 (da) | 2004-05-03 |
| EP1030839A1 (en) | 2000-08-30 |
| ATE258919T1 (de) | 2004-02-15 |
| JP2001522833A (ja) | 2001-11-20 |
| EP1030839B1 (en) | 2004-02-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Discontinued | ||
| FZDE | Discontinued |
Effective date: 20071109 |